Výsledky vyhledávání - "Halostachine"

ENANTIOSPECIFIC SYNTHESIS OF (+)-(R)-6,7-DIMETHOXY-2-METHYL-4-PHENYL-1,2,3,4-TETRAHYDROISOQUINOLINE FROM (+)-(S)-2-METHYLAMINO-1-PHENYLETHANOL (HALOSTACHINE)

Autor: Steven J. Coote, Stephen G. Davies, Alan Naylor, David Middlemiss

Acid-promoted cyclisation of (+)-(R)-N-(3,4-dimethoxybenzyl)halostachine tricarbonylchromium at –20 °C is highly stereoselective, proceeding with retention of configuration, to yield, after removal of the tricarbonylchromium unit, homochiral (+)-(

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5fdb07bf2d97bd4712eb2c4f0a0816e5
https://ora.ox.ac.uk/objects/uuid:87177752-f0a1-477f-8f67-6252ddd637ab

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ChemInform Abstract: Diastereoselective Reduction of an α-Keto-Ester Derived from (-)- 8-Phenylmenthol: A 4-Step Synthesis of (R)-Halostachine Analogue

Autor: Arlette Solladié-Cavallo, M. Bencheqroun

Publikováno v: ChemInform. 23

An efficient (80% total yield) 4-step synthesis of a 94% e.e. R-(−)-Halostachine analogue is described. The method offers the possibility to introduce various substituents onto the aromatic ring and various alkyl groups on the amine. A one-step and

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::5b0351e5a119aa2521abe6cf5cd088b0
https://doi.org/10.1002/chin.199210287

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Diastereoselective reduction of an α-keto-ester derived from (−)-8-phenylmenthol: A 4-step synthesis of R-Halostachine analogue

Autor: Arlette Solladié-Cavallo, M. Bencheqroun

Publikováno v: Tetrahedron: Asymmetry. 2:1165-1171

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::2077b9d477aa7c7d07c55d5608da6f2e
https://doi.org/10.1016/s0957-4166(00)82014-5

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Tricarbonylchromium(0) promoted stereoselective cyclisations of the N-3,4-dimethoxyphenethyl derivatives of the 1-phenyl ethanolamines halostachine, ephedrine and pseudoephedrine to 1-phenyl-N-methyl-7,8-dimethoxy-1,2,4,5-tetrahydrobenzazepines

Autor: David Middlemiss, Steven J. Coote, Stephen G. Davies, Alan Naylor

Publikováno v: Tetrahedron: Asymmetry. 1:33-56

Acid promoted cyclisation of homochiral (R)-N-(3,4-dimethoxyphenethyl)-halostachine proceeds with almost total racemisation to yield 1-phenyl-N-methyl-1,2,4,5-tetrahydrobenz[d]azepine (e.e. 6%). Coordination of the cyclisation precursor to the tricar

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f726209a28790c501f5cf06100c7aec1
https://doi.org/10.1016/s0957-4166(00)82268-5

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A Two-step Asymmetric Synthesis of Pure Trans-(R, R)-Diaryl-epoxides

Autor: Anh Diep-Vohuule, Arlette Solladié-Cavallo, Vitomir Šunjić, Vladimir Vinković

Pure trans -( R , R )-diaryl-epoxides are obtained in two steps and under aprotic conditions using Eliel's oxathiane as the chiral auxiliary. The enantiomeric excesses, determined by chiral HPLC, are 97.9% to 99.9% and the oxathiane is recovered in 7

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::480d9d609d6728bfbbb8df2165acd0f7
https://doi.org/10.1016/0957-4166(96)00213-3

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ChemInform Abstract: Enantiospecific Synthesis of (+)-(R)-6,7-Dimethoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline from (+)-(S)-2-Methylamino-1-phenylethanol (Halostachine)

Autor: Stephen G. Davies, Alan Naylor, Steven J. Coote, David Middlemiss

Publikováno v: ChemInform. 21

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::777056a03a9c6365fc6864fd3eb133d7
https://doi.org/10.1002/chin.199013201

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Enantiospecific synthesis of (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetrahydrobenz[d]azepine from (+)-(S)-N-methyl-1-phenyl ethanolamine (halostachine) via arene chromium tricarbonyl methodology

Autor: Stephen G. Davies, Alan Naylor, Steven J. Coote, David Middlemiss

Publikováno v: Tetrahedron Letters. 30:3581-3588

Acid promoted cyclisation of homochiral (R)-N-(3,4-dimethoxyphenethyl) halostachine chromium tricarbonyl is stereospecific, proceeding with retention of configuration, to afford, after decomplexation, homochiral (+)-(R)-1-phenyl-3-methyl-1,2,4,5-tetr

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::cd88d4c59e784ed5372c2835e975425b
https://doi.org/10.1016/s0040-4039(00)99447-4

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